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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418259Generated: November 1, 2026

3-Nitrobenzaldehyde → 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid

https://huagongshe.com/reaction/2418259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrobenzaldehydeHCID 7449—
ReactantAcetoacetateHCID 6971017—
Reactant3-AminocrotonateHCID 22250386—
SolventIsopropanolHCID 3776—
Product2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acidHCID 1336314473.3%

Reaction Steps

In 30 ml of isopropyl alcohol were dissolved 1.1 g of 2-nitratopropyl acetoacetate, 1.1 g of 3-nitratopropyl 3-aminocrotonate and 0.79 g of 3-nitrobenzaldehyde. The solution was treated in the manner described in Example 1 to obtain a residue, which was then subjected to column chromatography on silica gel (eluted with n-hexane-ethyl acetate=5:1) and recrystallized from ether to obtain 1.22 g of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-nitratopropyl) ester-5-(3-nitratopropyl) ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04472411
Source datasetuspto-grants-1984_09
ORD IDord-6b91cbe6ced3436ea204bf8d797438a5
Source noteuspto-grants-1984_09